ORGN 592 |
| Combinatorial synthesis has become a popular way of producing libraries of new compounds with desired properties. A broad range of interesting activities and specific structural features of 5,6-dihydro-pyran-2-ones have attracted a great deal attention of chemists to find facile methods of assembling these moieties in the total syntheses of various natural products. These compounds are useful heterocyclic building blocks and possess significant biological properties such as inhibition of the cell cycle progression in the M-phase, antifungal activities, and immunosuppressive activities. In the course of our program to discover new protein tyrosine phosphatase (PTP) inhibitors, we have proposed the 5,6-dihydro-pyran-2-one moiety to serve as the suicide inhibitor template for the PTP active site and various dipeptides to address the PTP binding site. Herein, we report a versatile route to peptide-linked 5,6-dihydro-pyran-2-ones having three folds of variability and involves a ring-closing metathesis induced by Grubbs' catalyst.
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Asymmetric Reactions, Heterocycles, Aromatics, Combinatorial, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
